β-Phenylselenoglycosides have been efficiently and stereoselectively synthesized by direct oxidative glycosylation of benzenselenolate (PhSe-) with glycals. A rationalization of the presently described β-selectivity and the opposite Rselectivity reported by Danishefsky in the ring-opening of epoxy glycals with benzeneselenol (PhSeH) is proposed.

Stereoselective synthesis of beta-phenylselenoglycosides from glycals and rationalization of the selenoglycosylation processes

DI BUSSOLO, VALERIA;BALZANO, FEDERICA;UCCELLO BARRETTA, GLORIA;CROTTI, PAOLO
2010-01-01

Abstract

β-Phenylselenoglycosides have been efficiently and stereoselectively synthesized by direct oxidative glycosylation of benzenselenolate (PhSe-) with glycals. A rationalization of the presently described β-selectivity and the opposite Rselectivity reported by Danishefsky in the ring-opening of epoxy glycals with benzeneselenol (PhSeH) is proposed.
2010
DI BUSSOLO, Valeria; Fiasella, A; Balzano, Federica; UCCELLO BARRETTA, Gloria; Crotti, Paolo
File in questo prodotto:
File Dimensione Formato  
194814.pdf

solo utenti autorizzati

Tipologia: Versione finale editoriale
Licenza: NON PUBBLICO - accesso privato/ristretto
Dimensione 982.17 kB
Formato Adobe PDF
982.17 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/194814
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 17
  • ???jsp.display-item.citation.isi??? 18
social impact